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Book Luxury Short Stay Rentals in Illinois

We selected the 108 homes worth renting in this location

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Age 13+

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Age 1 to 12

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Home spotlights in Illinois

Country Meets City

Country Meets City

  • 12 guests

  • 4 bedrooms

Hope Gardens, Nashville

Immerse yourself in a beautifully crafted holiday home that masterfully merges modern-country aesthetics, closely nestled within the tranquility of a serene residential neighborhood. Located just moments away from heartbeat of downtown Nashville, this is the perfect pit stop for those seeking an extraordinary experience.

Southern Serenade

Southern Serenade

  • 12 guests

  • 4 bedrooms

Edgehill, Nashville

Welcome to our beautifully designed Nashville home! Perfect for family vacations, work-from-home getaways, and special occasions.

Gilded Frame

Gilded Frame

  • 3 guests

  • 1 bedrooms

Near North, Chicago

If you’re an art lover looking to visit Chicago, then you’ve come to the right place. River North, where this delightful one-bedroom is located, has the highest concentration of galleries in the US, after Manhattan.

On Cloud Nine

On Cloud Nine

  • 2 guests

  • 1 bedrooms

Near North, Chicago

Chicago isn't just known for its lively music scene and deep-dish pizza, but also for its larger-than-life architecture – after all, those skyscrapers speak for themselves. The best way to make the most of the magnificent metropolis?

We selected the top 3% holiday homes in Illinois Short Stay Rentals

Explore the 108 most perfect homes in our collection

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Most popular homes in Illinois

Moonlit Mountains

Moonlit Mountains

  • 6 guests

  • 3 bedrooms

Grundy County, Tennessee

Monday Night

Monday Night

  • 3 guests

  • 1 bedrooms

South Loop, Chicago

City-Side Farmhouse

City-Side Farmhouse

  • 12 guests

  • 4 bedrooms

Hope Gardens, Nashville

Nashville's Hidden Gem

Nashville's Hidden Gem

  • 12 guests

  • 4 bedrooms

FANG, Nashville

Local Colour

Local Colour

  • 4 guests

  • 2 bedrooms

Near North, Chicago

Designed For Life

Designed For Life

  • 5 guests

  • 2 bedrooms

Near North, Chicago

Des Moines Delight

Des Moines Delight

  • 6 guests

  • 2 bedrooms

Downtown Des Moines, Des Moines

Chicago Morning

Chicago Morning

  • 8 guests

  • 4 bedrooms

Printer's Row, Chicago

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Check upcoming rates & availability for Illinois Short Stay Rentals

Frequently asked questions

Browse our curated collection of Short Stay Rentals in Illinois, United States. From impeccable interior design and chef-worthy kitchens, to fully furnished bathrooms and the inclusion of all linens, the homes in our collection come complete with everything you need. Each of the Illinois luxury short stay apartments in our collection has been expertly reviewed to ensure the quality standards you can trust, so book today to enjoy a getaway to remember. And should you need any assistance, our friendly team of experts are here to help you find the perfect home.

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